
Hello my jet-setting friends, Emily here! There’s something magical about London in autumn. The historic streets dusted with golden leaves, the crisp air perfect for exploring, and that distinctive blend of classic elegance and edgy street style that makes the city so sartorially exciting. But packing for a London fall trip as a plus-size woman requires some strategic planning.
London style is all about that perfect balance of timeless sophistication and contemporary cool. The weather can be famously unpredictable sunny one moment, drizzly the next so your outfits need to be both stylish and practical. After helping countless clients prepare for their UK adventures, I’ve perfected the art of London packing.

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Get ready to discover 14 plus size London fall outfits that will have you looking effortlessly chic from the West End to Notting Hill, all while staying comfortable enough to conquer those long days of exploration.
Why London Style is Perfect for Curvy Fashionistas
Londoners have mastered the art of looking put-together while embracing individuality. This approach naturally works well for curvy women because:
- Layering is Key: The city’s changeable weather makes layering essential, which is perfect for creating flattering silhouettes and adapting to different environments.
- Mix of Classic and Edge: You’ll see perfectly tailored coats alongside statement streetwear, meaning there’s space for every personal style to shine.
- Practical Elegance: London style prioritizes both form and function—comfortable yet stylish shoes, weather-appropriate fabrics, and bags that are both chic and practical.
- Confidence Rules: Above all, London fashion is about wearing what makes you feel confident, which aligns perfectly with our philosophy at Chic Season Style.
Your London Style Itinerary: 14 Curated Outfits
I’ve designed these outfits to cover everything from museum days to fancy dinners, all while navigating London’s unique style landscape and unpredictable weather.

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I. Classic London Elegance
These looks capture that timeless, sophisticated vibe London is known for.
1. The Perfect Trench Coat Ensemble

A classic beige trench coat is the ultimate London staple. Layer it over a striped breton top and dark wash jeans for daytime exploring, or drape it over a little black dress for evening. It’s waterproof, stylish, and instantly polishes any outfit.
2. The Westminster-Worthy Dress and Blazer

For sightseeing in style, pair a ponte knit sheath dress with a structured blazer. This combination is comfortable for walking yet polished enough for fancy restaurants or theatre visits. Add comfortable block-heel ankle boots to complete the look.
3. The Museum Day Outfit

Combine smart trousers (in stretch twill or crepe) with a cashmere-blend sweater and comfortable loafers. This outfit is perfect for hours spent exploring the British Museum or Tate Modern, blending comfort with sophisticated style.
II. Contemporary London Cool
Capture the city’s modern, fashion-forward energy with these looks.
4. The Notting Hill Statement Coat

Londoners love a bold outerwear piece. A statement coat in a vibrant color or interesting texture (like faux shearling or plaid) paired with all-black underneath is a signature look. It’s perfect for Instagram photos by those colorful houses.
5. The Edgy East London Look

Channel Shoreditch cool with faux leather leggings, an oversized band tee, and a tailored blazer. Add chunky combat boots and statement sunglasses for a look that’s equal parts tough and chic.
6. The Modern Royal Inspired Outfit

Take inspiration from contemporary British style icons with a pleated midi skirt, sleek turtleneck, and tailored coat. Finish with knee-high boots and a structured handbag for a look that’s both modest and fashion-forward.
III. Practical & Stylish Daywear
These outfits prioritize comfort for exploring without sacrificing style.
7. The All-Day Exploring Outfit

Combine high-quality ponte leggings with a long tunic sweater and a lightweight puffer vest. This combo provides warmth, allows for easy movement, and can handle everything from the Tower of London to a Thames river cruise.
8. The Camden Market Edgy Comfort

For exploring eclectic markets, pair distressed boyfriend jeans (yes, they make plus-size versions!) with a graphic tee, moto jacket, and comfortable platform sneakers. It’s the perfect blend of comfort and Camden cool.
9. The Park Stroll Perfection

For a leisurely day in Hyde Park, opt for a corduroy pinafore dress layered over a turtleneck and tights. Add comfortable ankle boots and a wool beret for a look that’s both practical and perfectly autumnal.
IV. Evening & Dinner Outfits
London’s evening scene calls for outfits that transition seamlessly from day to night.
10. The West End Theatre Look

A velvet wrap dress in a jewel tone is perfect for a night at the theatre. It’s elegant, comfortable, and photographs beautifully under London’s evening lights. Pair with heeled booties and a clutch.
11. The Pub Dinner Ensemble

For a cozy pub dinner, try faux leather pants with a chunky knit sweater and statement jewelry. It’s dressed-up but still comfortable for enjoying fish and chips by a fireplace.
12. The Rooftop Bar Outfit

For drinks with a view, pair a satin slip skirt with a cashmere sweater and your statement coat. The mix of textures is luxurious and perfect for London’s chic rooftop bars.
V. The London Essentials
These pieces aren’t full outfits but are absolute necessities for your London packing list.
13. The Perfect Weatherproof Boots

Water-resistant ankle boots with a comfortable block heel are perhaps the most important item you’ll pack. They’ll keep your feet dry and comfortable while walking on London’s sometimes damp streets.
14. The Strategic Accessories

A crossbody bag (to keep your belongings secure), a chic umbrella that fits in your purse, and a blanket scarf that can double as extra warmth are all London essentials that complete every outfit.

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Emily’s Pro Tips for London Style Success
- Comfortable Shoes are Non-Negotiable: You will walk more than you expect. Break in any new shoes before your trip and prioritize support over style when it comes to footwear.
- Master the Art of Layering: The temperature can change rapidly. Wear pieces that can be easily added or removed throughout the day.
- Choose Darker Colors: London style tends toward darker, richer colors in fall—navy, black, burgundy, forest green, and camel. These colors are also more practical for hiding the occasional rain splash.
- Invest in Water-Repellent Pieces: A trench coat with a waterproof rating or a spray-treated wool coat will serve you much better than something purely fashion-focused.
- Pack a Capsule Wardrobe: Choose pieces that mix and match easily to maximize your outfit options without overpacking.
Own Your London Adventure
Remember, the most important thing you can wear in London is your confidence. The city embraces individuality, so don’t be afraid to let your personal style shine through these suggestions. When you feel good in what you’re wearing, you’ll be free to fully immerse yourself in everything this incredible city has to offer.
Which of these plus size London fall outfits are you most excited to pack? Share your own travel style tips and London experiences with our community over on Pinterest. Tag @chicseasonstyle so we can see your amazing international style and share the inspiration!